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11 Fun + Romantic Date Ideas in Lake Oswego, Oregon

  |  Neighborhood Insight, Portland

We all know date night is an important part of any healthy relationship, but sometimes it’s hard to branch out of the typical routine — one that usually involves dinner and a movie.

The next time you’re planning date night in Lake Oswego, consider one of these fun and romantic activities, from bowling to cooking classes, and wine sipping to a picnic in the park. Whether you’re just starting a relationship or you’ve been “dating” the same person for decades, these date ideas in Lake Oswego are sure to satisfy both you and your date!


Pair Wine + Cheese at Baldwin’s Bottle Shop & Tasting Parlor

Baldwin's Lake Oswego, OR

Photo Courtesy of Baldwin’s Bottle Shop & Tasting Parlor

Baldwin’s Bottle Shop & Tasting Parlor has been a welcomed addition to Lake Oswego since they opened their doors just last year. It’s the perfect place to pick up a bottle of wine, sit and relax with a glass, or dig into a charcuterie board. Consider doing all three on date night since you can uncork (for free!) any bottle in their retail space and pair it with a cheese or charcuterie board. Pick two, three, four or all five cheeses or meats, which are served with fruits, nuts, olives, preserves, honey and bread!


Enjoy Dinner and a Movie at Lake Theater & Cafe

Cozy up at Lake Theater & Cafe, a unique theater with plush seating with a full food and drink menu. This historic theater serves a variety of food and drinks to enjoy while watching a movie in one of their two intimate theaters. The main auditorium features stadium-riser seats, and the event space features cabaret-style seating with tables and chairs on the main floor and traditional theater seating on the balcony. Guests may eat and drink in both venues! Take a look at upcoming showtimes to plan your date night at Lake Theater & Cafe.


Go Bowling at Nicoli’s Grill and Sports Bar

Nicoli’s Grill and Sports Bar Lake Oswego, OR

Act like kids again at Nicoli’s Grill and Sports Bar, a modern bowling center with a full grill and sports bar, arcade games, bocce ball, cornhole, shuffleboard and of course — several bowling lanes. Their state-of-the-art bowling center is equipped with interactive consoles, huge video screens and comfortable seating. For a more upscale experience, reserve the Clubhouse Lanes, which features four private lanes and ample seating.


Get Coffee + Baked Goods at St. Honore Bakery

Keep things casual with a visit to a coffee shop, the perfect date idea for a laid-back weekend. One of the coziest coffee shops in Lake Oswego is St. Honoré Bakery, a rustic French boulangerie. At each of the bakery’s four locations in the region, you’ll find a wide selection of freshly made bread, pastries, desserts, sandwiches, salads and more. Plus, St. Honoré has plenty of coffee drinks to complete the idyllic French café experience, from specialty lattes and other espresso-based drinks to plain black coffee or tea.


Sip Wine at The Harvest Wine Bar or Domaine Serene Wine Lounge

Domaine Serene Wine Lounge Lake Oswego, OR

Photo Courtesy of Studio 3 via Domaine Serene Wine Lounge

When it comes to wine, Lake Oswego has no shortage of options. We are just miles from the renowned Willamette Valley, after all! The Harvest Wine Bar is an intimate cafe and bistro in the heart of the Westlake community serving an extensive selection of wines from around the world. Cozy up inside to enjoy their wide variety of regional and global wines in addition to food from their full lunch and dinner menus.

You don’t have to make the drive to Domaine Serene in the Willamette Valley to taste their exceptional wines. The Domaine Serene Wine Lounge is a new, innovative concept. Here, the wines inspire the seasonal French-American cuisine served, instead of the other way around. Enjoy meticulously prepared dishes and this award-winning wine, all in the chic, romantic setting of the Domaine Serene Wine Lounge.


Indulge at Tucci

One of our favorite restaurants in Lake Oswego, Tucci is where Italian heritage and Pacific Northwest ingredients come together. Opened in 2002, Tucci was named in honor of the owners’ great-grandmother, Mary Matteucci, who was always known as “Grandma Tucci.” Today, the restaurant exhibits the traditions handed down by Grandma Tucci, offering Italian-inspired fare in a relaxed and stylish atmosphere. Don’t miss their happy hour offered every day of the week in the Lido Bar and seasonal patio areas from 4–6 p.m.!


Take the Lake Oswego Gallery Without Walls Tour

Lake Oswego Gallery Without Walls Tour

Photo Courtesy of Mario Gallucci of Mario Gallucci Photography via the Arts Council of Lake Oswego

Sculpture: Angle of Response by Lee Hunt ($7,500)

If you and/or your date appreciate art, consider embarking on a self-guided art tour! The Lake Oswego Gallery Without Walls Tour features over 75 permanent and loaned works of art on display all year long. Download this brochure or the L.O. Art Tour mobile app for more information about each piece of art and a complete map.


See a Show at Lakewood Center for the Arts

If you have the luxury of planning your date night well in advance, get a pair of tickets for a performance at the Lakewood Center for the Arts, an intimate two-stage venue with an upscale thrift shop, local art gallery and snack bar on site. Take a look at the current season to see upcoming shows ranging in genre, from Shakespeare to Broadway musicals.


Eat a Picnic at the Park

Date Ideas in Lake Oswego, OR

One of the most simple — yet fun and romantic! — date ideas is enjoying a picnic at a scenic park. Pick up provisions at Nicoletta’s Table & Marketplace, which has a deli with a selection of Italian cured meats, cheeses and antipasti, plus plenty of sparkling waters and other beverages. Once you’ve picked up your meal, head to Foothills Park for a relaxing al fresco dining experience in nature. This riverfront park is the perfect place to lay out a blanket and snack on your DIY charcuterie board!


Sip on Tea at La Provence Boulangerie & Pâtisserie

Make your way to La Provence Boulangerie & Pâtisserie, a French-style bakery and bistro serving an array of cuisine, from breakfast to dinner, in addition to a wide selection of baked goods and pastries. La Provence also serves a great selection of coffee and tea, whether you prefer your tea served hot or over ice! Duck into their cozy interior for a quiet pause in the day with your date.


Ride the Willamette Shore Trolley to Portland

Willamette Shore Trolley Lake Oswego, OR

Photo Courtesy of Willamette Shore Trolley

Take in the scenic views of the Willamette and surrounding features with a ride aboard the Willamette Shore Trolley, which runs on Saturdays and Sundays from May to November. This vintage trolley travels from Lake Oswego into a dark tunnel, meandering through posh neighborhoods, along the Willamette into Portland’s Powers Marine Park, and then back to Lake Oswego. With low fares for both adults and children, this makes for an excellent family outing, date night or activity for visiting family and friends!


Love Is In the Air!

Let us know what date ideas you love most — whether or not they’re on this list!

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About the Author

Melissa Peterson, Director of Agent Services and Technology

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